| 1. Round | 13/09/1985 | BSG Motor Eberswalde | - | 1. FC Union Berlin | 1:2 | ||||
| 2. Round | 12/10/1985 | BSG Rotation Berlin | - | 1. FC Union Berlin | 1:4 | ||||
| Round of 16 | 01/11/1985 | 1. FC Union Berlin | - | 1. FC Magdeburg | 4:1 | ||||
| Round of 16 | 19/11/1985 | 1. FC Magdeburg | - | 1. FC Union Berlin | 2:2 | ||||
| Quarter-finals | 07/12/1985 | 1. FC Union Berlin | - | BSG Motor Nordhausen | 3:0 |  |
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| Semi-finals | 29/04/1986 | 1. FC Union Berlin | - | Dynamo Dresden | 1:2 | ||||
| Semi-finals | 06/05/1986 | Dynamo Dresden | - | 1. FC Union Berlin | 3:4 | |
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| Final | 30/05/1986 | 1. FC Lokomotive Leipzig | - | 1. FC Union Berlin | 5:1 | |
Germany